Structure-intrinsic activity relationship studies in the group of 1-imido/amido substituted 4-(4-arylpiperazin-1-yl)cyclohexane derivatives; new, potent 5-HT1A receptor agents with anxiolytic-like activity

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 5, 2006, Pages 1391-1402

  Bojarski, Andrzej J ^a   Paluchowska, Maria H ^a   Duszyńska, Beata ^a   Bugno, Ryszard ^a   Kłodzińska, Aleksandra ^a   Tatarczyńska, Ewa ^a   Chojnacka Wójcik, Ewa ^a  

^a INSTITUTE OF PHARMACOLOGY   (Poland)

Author keywords

1 Adrenergic receptor ligands; 5 HT1A receptor antagonists; 5 HT1A receptor ligands; Arylpiperazines; Conformational constraints; Structure intrinsic activity relationships studies

Indexed keywords

1 [4 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]BUTYL]PIPERIDINE 2,6 DIONE; 1 [4 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]CYCLOHEXYL]PIPERIDINE 2,6 DIONE; CYCLOHEXANE DERIVATIVE; SEROTONIN 1 AGONIST; SEROTONIN 1A RECEPTOR; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; DRUG MECHANISM; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; MALE; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION; TRANQUILIZING ACTIVITY;

ADRENERGIC ALPHA-AGONISTS; AMIDES; ANIMALS; ANTI-ANXIETY AGENTS; BEHAVIOR, ANIMAL; CYCLOHEXANES; DRINKING BEHAVIOR; IMIDES; PIPERAZINES; RATS; RECEPTOR, SEROTONIN, 5-HT1A; STRUCTURE-ACTIVITY RELATIONSHIP;

ANIMALIA;

EID: 31044449984     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.09.060     Document Type: Article

References (34)

1. M.L. Lopez-Rodriguez, D. Ayala, B. Benhamu, M.J. Morcillo, and A. Viso Curr. Med. Chem. 9 2002 443
2. M.H. Paluchowska, M.J. Mokrosz, A.J. Bojarski, A. Wesołowska, J. Borycz, S. Charakchieva-Minol, and E. Chojnacka-Wójcik J. Med. Chem. 42 1999 4952
3. M.H. Paluchowska, A.J. Bojarski, S. Charakchieva-Minol, and A. Wesołowska Eur. J. Med. Chem. 37 2002 273
4. M.H. Paluchowska, R. Bugno, A.J. Bojarski, S. Charakchieva-Minol, B. Duszyńska, E. Tatarczyńska, A. Kłodzinska, K. Stachowicz, and E. Chojnacka-Wójcik Bioorg. Med. Chem. 13 2005 1195
5. A.J. Bojarski, M.H. Paluchowska, B. Duszyńska, A. Kłodzińska, E. Tatarczyńska, and E. Chojnacka-Wójcik Bioorg. Med. Chem. 13 2005 2293
6. M.J. Mokrosz, E. Chojnacka-Wójcik, E. Tatarczyńska, A. Kłodzińska, M. Filip, J. Boksa, S. Charakchieva-Minol, and J.L. Mokrosz Med. Chem. Res. 4 1994 161
7. A. Wesołowska, M.H. Paluchowska, K. Gołembiowska, and E. Chojnacka-Wójcik J. Pharm. Pharmacol. 55 2003 533
8. A. Wesołowska, M. Paluchowska, and E. Chojnacka-Wójcik Eur. J. Pharmacol. 471 2003 27
9. G. Griebel, R.J. Rodgers, G. Perrault, and D.J. Sanger Psychopharmacology (Berl) 144 1999 121
10. G. Griebel, R.J. Rodgers, G. Perrault, and D.J. Sanger Neuropharmacology 39 2000 1848
11. R.A. Glennon, N.A. Naiman, R.A. Lyon, and M. Titeler J. Med. Chem. 31 1988 1968
12. M.P. Cava, A.A. Deana, K. Muth, and M.J. Mitchell Organic Synthesis Coll Vol. 5 1973 J. Wiley and Sons New York, London, Sydney, Toronto 944 946
13. L.T. Liu, P. Hong, H. Huang, S. Chen, C.J. Wang, and Y. Wen Tetrahedron: Asymmetry 12 2001 419
14. J.H. Brewster, A.M. Fusco, L.E. Carosino, and B.G. Corman J. Org. Chem. 28 1962 498
15. G.M. Goodwin, R.J. De Souza, and A.R. Green Neuropharmacology 24 1985 1187
16. K.F. Martin, and D.J. Heal J.R. Fozard P.R. Saxena Molecular Biology Receptors and Functional Effects 1991 Birkhäuser Basel 483 490
17. E.A. Forster, I.A. Cliffe, D.J. Bill, G.M. Dover, D. Jones, Y. Reilly, and A. Fletcher Eur. J. Pharmacol. 281 1995 81
18. H.H. Berendsen, C.L. Broekkamp, and A.M. van Delft Behav. Neural. Biol. 55 1991 214
19. H.H. Berendsen, F. Jenck, and C.L. Broekkamp Pharmacol. Biochem. Behav. 33 1989 821
20. E. Przegaliński, M. Filip, B. Budziszewska, and E. Chojnacka-Wójcik Pol. J. Pharmacol. 46 1994 21
21. J.R. Vogel, B. Beer, and D.E. Clody Psychopharmacologia 21 1971 1
22. R. Perrone, F. Berardi, N.A. Colabufo, M. Leopoldo, E. Lacivita, V. Tortorella, A. Leonardi, E. Poggesi, and R. Testa J. Med. Chem. 44 2001 4431
23. B. Fulton, and R.N. Brogden CNS Drugs 7 1997 68
24. J. De Vry, T. Glaser, and J. Traber R. Paoletti Serotonin: From Cell Biology to Pharmacology and Therapeutics 1990 Kluwer Academic 517 522
25. J.A. Bouwknecht, T.H. Hijzen, J. van der Gugten, R.A. Maes, and B. Olivier Eur. J. Pharmacol. 400 2000 59
26. W. Koek, J.F. Patoiseau, M.B. Assie, C. Cosi, M.S. Kleven, E. Dupont-Passelaigue, E. Carilla-Durand, C. Palmier, J.P. Valentin, G. John, P.J. Pauwels, J.P. Tarayre, and F.C. Colpaert J. Pharmacol. Exp. Ther. 287 1998 266
27. A. Canto-de-Souza, R. Luiz Nunes-de-Souza, and R.J. Rodgers Brain Res. 928 2002 50
28. A. Dereń-Wesolek, E. Tatarczyńska, and E. Chojnacka-Wójcik J. Psychopharmacol. 12 1998 380
29. Y. Cheng, and W.H. Prusoff Biochem. Pharmacol. 22 1973 3099
30. A.J. Bojarski, M.T. Cegła, S. Charakchieva-Minol, M.J. Mokrosz, M. Maćkowiak, and J.L. Mokrosz Pharmazie 48 1993 289
31. J.L. Mokrosz, B. Duszyńska, S. Charakchieva-Minol, A.J. Bojarski, M.J. Mokrosz, R.L. Wydra, L. Janda, and L. Strekowski Eur. J. Med. Chem. 31 1996 973
32. A.J. Bojarski, B. Duszyńska, M. Kołaczkowski, P. Kowalski, and T. Kowalska Bioorg. Med. Chem. Lett. 14 2004 5863
33. A. Wesołowska, J. Borycz, M.H. Paluchowska, and E. Chojnacka-Wójcik Pol. J. Pharmacol. 54 2002 391
34. E. Przegaliński, A.M. Ismaiel, E. Chojnacka-Wójcik, B. Budziszewska, E. Tatarczyńska, and E. Blaszczynska Neuropharmacology 29 1990 521